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4,7-dimethyl-2,3-dihydro-1H-indole-2,3-dione → 3-(4-Fluoro-benzyl)-5,8-dimethyl-9H-1,2,3a,4,9,10-hexaaza-cyclopenta[b]fluorene

HRID 1822906
ノート
印刷プレビュー

反応式

HRID 1822906 の反応式
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]2[C:3]=1[C:4](=O)[C:5](=O)[NH:6]2.[F:14][C:15]1[CH:28]=[CH:27][C:18]([CH2:19][C:20]2[N:21]([NH2:26])[C:22]([NH2:25])=[N:23][N:24]=2)=[CH:17][CH:16]=1>C(O)CO.O>[F:14][C:15]1[CH:28]=[CH:27][C:18]([CH2:19][C:20]2[N:21]3[C:22]([N:25]=[C:5]4[C:4](=[N:26]3)[C:3]3[C:7](=[C:8]([CH3:11])[CH:9]=[CH:10][C:2]=3[CH3:1])[NH:6]4)=[N:23][N:24]=2)=[CH:17][CH:16]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 32649314,7-dimethyl-2,3-dihydro-1H-indole-2,3-dioneHCID 219193225-[(4-Fluorophenyl)methyl]-4H-1,2,4-triazole-3,4-diamine

生成物 1

HCID 1355074463-(4-Fluoro-benzyl)-5,8-dimethyl-9H-1,2,3a,4,9,10-hexaaza-cyclopenta[b]fluorene

試薬・触媒・溶媒 2

HCID 174Ethylene Glycol溶媒HCID 962Water溶媒

反応条件

温度
125 °C

実験手順

According to the general cyclization procedure (for Example 27), 0.60 mmol of 4,7-dimethyl-1H-indole-2,3-dione (105 mg) and 0.70 mmol of (4-fluoro-benzyl)-[1,2,4]triazole-3,4-diamine (145 mg) in 2 mL of ethylene glycol was stirred at 125° C. overnight (18 hr). The mixture was cooled to room temperature, diluted with water (10 mL), stirred for 15 min. The precipitated product was collected by filtration, washed with MeOH+water 1:1. Dried on high vacuum. The crude product (187 mg) was suspended in anhydrous ethanol (6 mL), heated to reflux, sonicated while hot, allowed to cool overnight, filtered, washed with ice-cold methanol, filtered and dried on high vacuum.

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. stirringstirred for 15 min
  3. filtrationThe precipitated product was collected by filtration
  4. washwashed with MeOH+water 1:1
  5. customDried on high vacuum
  6. temperatureheated
  7. temperatureto reflux
  8. customsonicated while hot,
  9. temperatureto cool overnight
  10. filtrationfiltered
  11. washwashed with ice-cold methanol
  12. filtrationfiltered
  13. customdried on high vacuum

出典と根拠

ORDレコード
ord-79e6422ddd6943a281b9842203536ba5
出典データセット
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07037909B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート